Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization

<p dir="ltr">Ethylene dimerization is an efficient industrial chemical process to produce 1‐butene, with demanding selectivity and activity requirements on new catalytic systems. Herein, a series of monodentate phosphinoamine‐nickel complexes immobilized on <b>UiO‐66</b>...

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Main Author: Wenmiao Chen (5657528) (author)
Other Authors: Palani Elumalai (1619095) (author), Hind Mamlouk (5988635) (author), Ángel Rentería‐Gómez (21841949) (author), Yempally Veeranna (18392991) (author), Sharan Shetty (2337118) (author), Dharmesh Kumar (5664787) (author), Ma'moun Al‐Rawashdeh (21385550) (author), Somil S. Gupta (21841952) (author), Osvaldo Gutierrez (1331532) (author), Hong‐Cai Zhou (21841955) (author), Sherzod T. Madrahimov (2227639) (author)
Published: 2024
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_version_ 1864513542634340352
author Wenmiao Chen (5657528)
author2 Palani Elumalai (1619095)
Hind Mamlouk (5988635)
Ángel Rentería‐Gómez (21841949)
Yempally Veeranna (18392991)
Sharan Shetty (2337118)
Dharmesh Kumar (5664787)
Ma'moun Al‐Rawashdeh (21385550)
Somil S. Gupta (21841952)
Osvaldo Gutierrez (1331532)
Hong‐Cai Zhou (21841955)
Sherzod T. Madrahimov (2227639)
author2_role author
author
author
author
author
author
author
author
author
author
author
author_facet Wenmiao Chen (5657528)
Palani Elumalai (1619095)
Hind Mamlouk (5988635)
Ángel Rentería‐Gómez (21841949)
Yempally Veeranna (18392991)
Sharan Shetty (2337118)
Dharmesh Kumar (5664787)
Ma'moun Al‐Rawashdeh (21385550)
Somil S. Gupta (21841952)
Osvaldo Gutierrez (1331532)
Hong‐Cai Zhou (21841955)
Sherzod T. Madrahimov (2227639)
author_role author
dc.creator.none.fl_str_mv Wenmiao Chen (5657528)
Palani Elumalai (1619095)
Hind Mamlouk (5988635)
Ángel Rentería‐Gómez (21841949)
Yempally Veeranna (18392991)
Sharan Shetty (2337118)
Dharmesh Kumar (5664787)
Ma'moun Al‐Rawashdeh (21385550)
Somil S. Gupta (21841952)
Osvaldo Gutierrez (1331532)
Hong‐Cai Zhou (21841955)
Sherzod T. Madrahimov (2227639)
dc.date.none.fl_str_mv 2024-06-04T03:00:00Z
dc.identifier.none.fl_str_mv 10.1002/advs.202309540
dc.relation.none.fl_str_mv https://figshare.com/articles/journal_contribution/Monodentate_Phosphinoamine_Nickel_Complex_Supported_on_a_Metal_Organic_Framework_for_High_Performance_Ethylene_Dimerization/29715476
dc.rights.none.fl_str_mv CC BY 4.0
info:eu-repo/semantics/openAccess
dc.subject.none.fl_str_mv Engineering
Chemical engineering
Materials engineering
Ethylene dimerization
1-butene production
Nickel catalysts
Phosphinoamine ligands
Immobilized catalysts
Heterogeneous catalysis
dc.title.none.fl_str_mv Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
dc.type.none.fl_str_mv Text
Journal contribution
info:eu-repo/semantics/publishedVersion
text
contribution to journal
description <p dir="ltr">Ethylene dimerization is an efficient industrial chemical process to produce 1‐butene, with demanding selectivity and activity requirements on new catalytic systems. Herein, a series of monodentate phosphinoamine‐nickel complexes immobilized on <b>UiO‐66</b> are described for ethylene dimerization. These catalysts display extensive molecular tunability of the ligand similar to organometallic catalysis, while maintaining the high stability attributed to the metal–organic framework (MOF) scaffold. The highly flexible postsynthetic modification method enables this study to prepare MOFs functionalized with five different substituted phosphines and 3 N‐containing ligands and identify the optimal catalyst <b>UiO‐66‐L5‐NiCl</b><sub><strong>2</strong></sub> with isopropyl substituted nickel mono‐phosphinoamine complex. This catalyst shows a remarkable activity and selectivity with a TOF of 29 000 (mole<sub>thyl</sub>/mol<sub>Ni</sub>/h) and 99% selectivity for 1‐butene under ethylene pressure of 15 bar. The catalyst is also applicable for continuous production in the packed column micro‐reactor with a TON of 72 000 (mole<sub>thyl</sub>/mol<sub>Ni</sub>). The mechanistic insight for the ethylene oligomerization has been examined by density functional theory (DFT) calculations. The calculated energy profiles for homogeneous complexes and truncated MOF models reveal varying rate‐determining step as β‐hydrogen elimination and migratory insertion, respectively. The activation barrier of <b>UiO‐66‐L5‐NiCl</b><sub><strong>2</strong></sub> is lower than other systems, possibly due to the restriction effect caused by clusters and ligands. A comprehensive analysis of the structural parameters of catalysts shows that the cone angle as steric descriptor and butene desorption energy as thermodynamic descriptor can be applied to estimate the reactivity turnover frequency (TOF) with the optimum for <b>UiO‐66‐L5‐NiCl</b><sub><strong>2</strong></sub>. This work represents the systematic optimization of ligand effect through combination of experimental and theoretical data and presents a proof‐of‐concept for ethylene dimerization catalyst through simple heterogenization of organometallic catalyst on MOF.</p><p><br></p><h2>Other Information</h2><p dir="ltr">Published in: Advanced Science<br>License: <a href="http://creativecommons.org/licenses/by/4.0/" target="_blank">http://creativecommons.org/licenses/by/4.0/</a><br>See article on publisher's website: <a href="https://dx.doi.org/10.1002/advs.202309540" target="_blank">https://dx.doi.org/10.1002/advs.202309540</a></p>
eu_rights_str_mv openAccess
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oai_identifier_str oai:figshare.com:article/29715476
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spelling Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene DimerizationWenmiao Chen (5657528)Palani Elumalai (1619095)Hind Mamlouk (5988635)Ángel Rentería‐Gómez (21841949)Yempally Veeranna (18392991)Sharan Shetty (2337118)Dharmesh Kumar (5664787)Ma'moun Al‐Rawashdeh (21385550)Somil S. Gupta (21841952)Osvaldo Gutierrez (1331532)Hong‐Cai Zhou (21841955)Sherzod T. Madrahimov (2227639)EngineeringChemical engineeringMaterials engineeringEthylene dimerization1-butene productionNickel catalystsPhosphinoamine ligandsImmobilized catalystsHeterogeneous catalysis<p dir="ltr">Ethylene dimerization is an efficient industrial chemical process to produce 1‐butene, with demanding selectivity and activity requirements on new catalytic systems. Herein, a series of monodentate phosphinoamine‐nickel complexes immobilized on <b>UiO‐66</b> are described for ethylene dimerization. These catalysts display extensive molecular tunability of the ligand similar to organometallic catalysis, while maintaining the high stability attributed to the metal–organic framework (MOF) scaffold. The highly flexible postsynthetic modification method enables this study to prepare MOFs functionalized with five different substituted phosphines and 3 N‐containing ligands and identify the optimal catalyst <b>UiO‐66‐L5‐NiCl</b><sub><strong>2</strong></sub> with isopropyl substituted nickel mono‐phosphinoamine complex. This catalyst shows a remarkable activity and selectivity with a TOF of 29 000 (mole<sub>thyl</sub>/mol<sub>Ni</sub>/h) and 99% selectivity for 1‐butene under ethylene pressure of 15 bar. The catalyst is also applicable for continuous production in the packed column micro‐reactor with a TON of 72 000 (mole<sub>thyl</sub>/mol<sub>Ni</sub>). The mechanistic insight for the ethylene oligomerization has been examined by density functional theory (DFT) calculations. The calculated energy profiles for homogeneous complexes and truncated MOF models reveal varying rate‐determining step as β‐hydrogen elimination and migratory insertion, respectively. The activation barrier of <b>UiO‐66‐L5‐NiCl</b><sub><strong>2</strong></sub> is lower than other systems, possibly due to the restriction effect caused by clusters and ligands. A comprehensive analysis of the structural parameters of catalysts shows that the cone angle as steric descriptor and butene desorption energy as thermodynamic descriptor can be applied to estimate the reactivity turnover frequency (TOF) with the optimum for <b>UiO‐66‐L5‐NiCl</b><sub><strong>2</strong></sub>. This work represents the systematic optimization of ligand effect through combination of experimental and theoretical data and presents a proof‐of‐concept for ethylene dimerization catalyst through simple heterogenization of organometallic catalyst on MOF.</p><p><br></p><h2>Other Information</h2><p dir="ltr">Published in: Advanced Science<br>License: <a href="http://creativecommons.org/licenses/by/4.0/" target="_blank">http://creativecommons.org/licenses/by/4.0/</a><br>See article on publisher's website: <a href="https://dx.doi.org/10.1002/advs.202309540" target="_blank">https://dx.doi.org/10.1002/advs.202309540</a></p>2024-06-04T03:00:00ZTextJournal contributioninfo:eu-repo/semantics/publishedVersiontextcontribution to journal10.1002/advs.202309540https://figshare.com/articles/journal_contribution/Monodentate_Phosphinoamine_Nickel_Complex_Supported_on_a_Metal_Organic_Framework_for_High_Performance_Ethylene_Dimerization/29715476CC BY 4.0info:eu-repo/semantics/openAccessoai:figshare.com:article/297154762024-06-04T03:00:00Z
spellingShingle Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
Wenmiao Chen (5657528)
Engineering
Chemical engineering
Materials engineering
Ethylene dimerization
1-butene production
Nickel catalysts
Phosphinoamine ligands
Immobilized catalysts
Heterogeneous catalysis
status_str publishedVersion
title Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
title_full Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
title_fullStr Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
title_full_unstemmed Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
title_short Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
title_sort Monodentate Phosphinoamine Nickel Complex Supported on a Metal–Organic Framework for High‐Performance Ethylene Dimerization
topic Engineering
Chemical engineering
Materials engineering
Ethylene dimerization
1-butene production
Nickel catalysts
Phosphinoamine ligands
Immobilized catalysts
Heterogeneous catalysis